The Journal of Organic Chemistry

Base-promoted reactions of epoxides. V. 1-Alkylcycloalkene oxides

JK Crandall, LHC Lin

Index: Crandall,J.K.; Lin,L.-H.C. Journal of Organic Chemistry, 1968 , vol. 33, # 6 p. 2375 - 2378

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Citation Number: 44

Abstract

The lithium diethylamide isomerizations of the Ce-Cs 1-methylcycloalkene oxides result initially in formation of the corresponding Zmethylenecycloalkanols. Under the appropriate conditions this reaction provides a convenient preparative source of these alcohols. However, these materials are subject to an interesting further isomerization which leads to 2- methylcycloalkanones and 2-methyl-Zcycloalkenols under more severe reaction ...